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Wilmette, IL vacation rentals
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Best Vacation rentals and Airbnb offers in Wilmette, IL

Choose the Right Family-Friendly Vacation Rentals in Wilmette, IL

These family-friendly vacation rentals in Wilmette, IL offer spacious layouts and easy access to top city attractions.

Culinary Dream - Pizza Oven/bbq/smoker - Wilmette, IL
9.9 81 reviews
Wilmette, IL
09/05 – 09/19
$670/nighttotal: $9380 (14 )

Culinary Dream - Pizza Oven/bbq/smoker

1 2
apartment , Skokie
This Skokie apartment is located in a quiet and safe neighborhood, just a short drive from downtown Chicago and the North Shore. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment has three bedrooms and two bathrooms, allowing for a comfortable stay for up to ten guests. It features a modern kitchen with high-end appliances, a spacious living area, and a private driveway with ample parking.
Haus Of Hues| Mdrn| Bright| Peaceful| Private Apt - Wilmette, IL
9.5 47 reviews
Wilmette, IL
09/05 – 09/19
$374/nighttotal: $5236 (14 )

Haus Of Hues| Mdrn| Bright| Peaceful| Private Apt

1 2
apartment , Evanston
This Evanston apartment is located in a quiet neighborhood, close to Northwestern and Loyola Universities, notable hospitals, and a 30-minute drive from downtown Chicago. The surrounding area provides easy access to various attractions and amenities, making it an ideal location for travelers.
This 3-bedroom, 1.5-bathroom condo comfortably accommodates up to 10 guests. The apartment is equipped with amenities such as a fully-equipped kitchen, air conditioning, a garden, and parking, ensuring a comfortable and enjoyable stay.
Family Friendly, Lovely 6 Bd Retreat W/ Game Room, Back Deck & Bar - Wilmette, IL
10 11 reviews
Wilmette, IL
09/05 – 09/19
$2040/nighttotal: $28560 (14 )

Family Friendly, Lovely 6 Bd Retreat W/ Game Room, Back Deck & Bar

6 2
apartment , Chicago
This spacious six-bedroom, three-bathroom apartment in Chicago's peaceful Jefferson Park neighborhood is a short distance from downtown and O'Hare International Airport. With an excellent user rating, this 3200-square-foot apartment comfortably accommodates up to 16 guests.
The apartment features a speakeasy-style basement with a full bar, game room, and retro popcorn machine. There's also a large back deck with a grill, fire table, and picnic table, as well as multiple dedicated workspaces for remote work. The modern and spacious decor includes beautiful art and lush plants throughout, and high-quality mattresses, pillows, and linens ensure a restful night's sleep.
Charming 3br Home With 2 Parking Spot, Near Transit & Shopping, - Wilmette, IL
Wilmette, IL
09/05 – 09/19
$762/nighttotal: $10668 (14 )

Charming 3br Home With 2 Parking Spot, Near Transit & Shopping,

3 2
house , Skokie
This Skokie house is located 7.4 miles from Loyola University Chicago and 9.4 miles from Wrigley Field, offering a suburban setting near city attractions.
This family-friendly 1500 square foot home features 3 bedrooms, 1 bathroom, air conditioning, free WiFi, and free private parking for up to 13 guests.

Best Wilmette, IL vacation rentals with parking

Luxe Limewash Getaway W/sun Deck - Wilmette, IL
10 3 reviews
Wilmette, IL
09/05 – 09/19
$461/nighttotal: $6454 (14 )

Luxe Limewash Getaway W/sun Deck

3 2
apartment , Skokie
This Skokie vacation rental, near a golf course and with easy highway access to Evanston, Niles, Wilmette, and Chicago, offers a convenient location for exploring the North Shore. This 1,210-square-foot apartment sleeps seven, features three bedrooms, two bathrooms, a private deck, and access to a spa, garden, and parking, plus amenities including a fully equipped kitchen, in-unit laundry, and high-speed internet.
Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston - Wilmette, IL
8.2 5 reviews
Wilmette, IL
09/05 – 09/19
$322/nighttotal: $4508 (14 )

Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston

1 2
apartment , Chicago
This Rogers Park, Chicago rental is conveniently located 2.2 miles from Loyola University Chicago and offers easy access to public transportation, Lincoln Park Zoo (7.5 miles away), and Wrigley Field (5.3 miles away).
This 1000-square-foot one-bedroom, one-bathroom apartment features free Wi-Fi, private parking, a fully equipped kitchen, and a flat-screen TV with streaming services, comfortably accommodating two guests.
1910 Charming Historic Flat - Walk To Beach & Loyola! - Wilmette, IL
10 5 reviews
Wilmette, IL
09/05 – 09/19
$443/nighttotal: $6202 (14 )

1910 Charming Historic Flat - Walk To Beach & Loyola!

3 2
apartment , Chicago
This historic Rogers Park rental is located 3 blocks from Lake Michigan, 1 block from the El train for access to Loyola University and a 15-minute trip to Wrigleyville and Northwestern University.
This 1600 square foot residence offers 3 bedrooms, accommodates up to 8 guests, and features a fully equipped kitchen with a dishwasher and microwave, air conditioning, a private garden, and parking, with entertainment options including Apple TV and Netflix.
Retro-chic Urban Oasis - Wilmette, IL
10 16 reviews
Wilmette, IL
07/01 – 08/31
$180/nighttotal: $10980 (61 )

Retro-chic Urban Oasis

2 1
apartment , Chicago
This top-floor apartment is located in Chicago's West Ridge neighborhood, offering a 10-mile commute to the city center and convenient access to parks, diverse dining, and public transportation, with Aldi grocery stores two blocks away.
This 800 square foot rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen, central air, free WiFi with streaming services, dedicated workspace, and both off-alley and street parking options.

Frequently Asked Questions about vacation rentals in Wilmette, IL

  • When is the best time to book a vacation rental in Wilmette, IL?

    The best time to book a vacation rental in Wilmette is during the summer months, when the weather is warm and the lake is perfect for swimming. You can also find good deals during the shoulder seasons, especially if you're flexible with your dates.
  • What are the best Airbnb and vacation rentals in Wilmette, IL?

    Cozy Garden Unit In Quiet Neighborhood, Spacious Evanston Unit - Walk To Northwestern U and Entire Apartment 3 Bedrooms + 2 Full Bathrooms are the most popular Airbnb and vacation rentals in Wilmette, IL among travelers.

  • What events or festivals should visitors check out in and around Wilmette, IL?

    The Wilmette Farmers Market is a great place to find local produce and crafts. The Wilmette Summerfest is a popular annual event with live music, food, and activities for all ages. The North Shore Festival of the Arts is another great event that takes place in nearby Evanston.
  • What are the most popular Airbnbs in Wilmette, IL?

  • What are the best budget-friendly activities in Wilmette, IL?

    You can enjoy a free concert at the Gillson Park Beach during the summer. The Wilmette Public Library offers free programs and events throughout the year. You can also take a walk along the lakefront or explore the Wilmette Park District's many parks and green spaces.
  • What are the best vacation rentals with a pool in Wilmette, IL?

  • What are the best restaurants with local dishes in Wilmette, IL?

    The Wilmette area has a lot of great restaurants, but for local dishes, you should check out The Wilmette Inn for their classic American fare. The Wilmette Cafe is another great option for a casual meal.
  • What are the best rentals for families and kids in Wilmette, IL?

  • What are the best walking or cycling routes in Wilmette, IL?

    The Lakefront Trail is a great place to walk or bike. It runs along the lakefront for miles and offers beautiful views of Lake Michigan. The Wilmette Park District also has a lot of great walking and biking trails throughout the town.
  • What are the best rentals or Airbnbs with a jacuzzi in Wilmette, IL?

  • Are there pet-friendly attractions in Wilmette, IL?

    Yes, many parks and green spaces in Wilmette are pet-friendly. The Gillson Park Beach is a great place to take your dog for a walk or swim. The Wilmette Park District also has a few dog parks where your furry friend can run around off-leash.
  • What are the benefits of choosing a vacation rental in Wilmette, IL?

    Vacation rentals offer more space and privacy than a hotel. You can also often find rentals with amenities like kitchens and laundry machines, which can be convenient for families or long-term stays.
  • What are the top sports attractions and facilities in Wilmette, IL?

    Wilmette has a great recreation center called The Wilmette Park District. It offers a variety of sports activities, including tennis, basketball, and swimming. The Wilmette Park District also has several sports fields and a golf course.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Wilmette, IL

Enjoy your own private terrace with city skyline views at these vacation rentals in Wilmette, IL.

Edgewater Gem By The Lake! 2br With Parking & Gym - Wilmette, IL
10 1 review
Wilmette, IL
09/05 – 09/19
$566/nighttotal: $7924 (14 )

Edgewater Gem By The Lake! 2br With Parking & Gym

2 2
apartment , Chicago
This Edgewater dwelling is located a short walk from the CTA Red Line's Granville Station and the Chicago lakefront, offering convenient access to Loyola University and diverse local dining options.
This 1000 square foot apartment accommodates up to 4 guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, in-unit laundry, and complimentary garage parking.
Charming 5-bedroom Jefferson Park Bungalow Near Ohare - Wilmette, IL
Wilmette, IL
09/05 – 09/19
$696/nighttotal: $9744 (14 )

Charming 5-bedroom Jefferson Park Bungalow Near Ohare

5 2
apartment , Chicago
This five-bedroom, three-bathroom bungalow in Chicago's Norwood Park neighborhood offers a local experience, placing you within 6 miles of downtown attractions like the Merchandise Mart and Cloud Gate, 5 miles from Michigan Avenue and Navy Pier for shopping, and 4 miles from entertainment at Allstate Arena and Wrigley Field. This spacious residence accommodates up to 10 guests, featuring multiple king beds and providing a serene retreat with easy access to Chicago's key landmarks and entertainment venues.
Cozy 2bd 2ba Apt! Steps To Lake With Gym & Parking - Wilmette, IL
Wilmette, IL
09/05 – 09/19
$569/nighttotal: $7966 (14 )

Cozy 2bd 2ba Apt! Steps To Lake With Gym & Parking

2 2
apartment , Chicago
This Edgewater condo offers convenient transit to downtown Chicago, located a short walk from Loyola University, Lake Michigan beaches, and parks.
This 1000 sq ft residence accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, in-unit laundry, and garage parking.
Chicago Riverhouse With Private Fenced In Oasis - Wilmette, IL
9.9 260 reviews
Wilmette, IL
09/05 – 09/19
$360/nighttotal: $5040 (14 )

Chicago Riverhouse With Private Fenced In Oasis

2 2
apartment , Chicago
This apartment is located just 3.5 miles from the beach, near Lake Shore Drive and the 90/94 expressway, offering easy access to nature trails, river walks, restaurants, unique parks, and seasonal waterfalls. It has excellent user, location, and cleanliness ratings.
The apartment features a spacious open-concept living area and kitchen, perfect for relaxing and entertaining, with a total floor area of 1800 square feet. Amenities include a private patio, fenced-in yard, double shower head shower room, a high-definition projector with Apple TV, a fully equipped kitchen, a fitness center, and free parking.

Best Wilmette, IL vacation rentals with air conditioning

Secluded Guest House/inlaw Apartment With Parking - Wilmette, IL
9.6 31 reviews
Wilmette, IL
09/05 – 09/19
$146/nighttotal: $2044 (14 )

Secluded Guest House/inlaw Apartment With Parking

1 2
house , Glenview
This Glenview guest house is located in a peaceful suburban neighborhood, just a short drive from the 90/94 highway and 30 minutes from downtown Chicago. The house has received excellent ratings for its location, cleanliness, and overall experience.
This private guest house features a separate entrance and a spacious bedroom with a comfortable sofa. Guests can enjoy a fully equipped kitchen, a modern bathroom, and a secluded location by the forest.
Refreshing 3br 1.2m To Beach/nu/downtown Evanston - Wilmette, IL
9.3 58 reviews
Wilmette, IL
09/05 – 09/19
$225/nighttotal: $3150 (14 )

Refreshing 3br 1.2m To Beach/nu/downtown Evanston

1 2
apartment , Evanston
This Evanston apartment is conveniently located just minutes from downtown Evanston, Northwestern University, and the lakefront, making it an ideal choice for travelers seeking easy access to the city's attractions. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features one bathroom and can comfortably accommodate up to eight guests. Amenities include free parking, multiple TVs with Netflix, a fully equipped kitchen, and air conditioning, ensuring a convenient and enjoyable stay for families or groups.
Quiet Cozy 2-bedroom Apartment With Ac In Vibrant Skokie - Wilmette, IL
Wilmette, IL
09/05 – 09/19
$212/nighttotal: $2968 (14 )

Quiet Cozy 2-bedroom Apartment With Ac In Vibrant Skokie

2 2
apartment , Skokie
This Skokie apartment offers convenient access to Chicago's cultural landmarks like the Chicago History Museum, located approximately 7 miles away, and is within 8 miles of Michigan Avenue shopping and Navy Pier.
This 2-bedroom, 1-bathroom condo accommodates up to 6 guests with two queen beds and two sofa beds, and includes amenities such as air conditioning, internet, and heating.
Luxury Apartment - Wilmette, IL
Wilmette, IL
07/01 – 08/31
$232/nighttotal: $14152 (61 )

Luxury Apartment

1 1
apartment , Chicago
This Chicago apartment rental, registration number R24000114632, is located in an unspecified Chicago neighborhood; further information is needed to determine proximity to attractions like Millennium Park or Navy Pier.
The one-bedroom, one-bathroom unit sleeps three guests and includes a kitchen, air conditioning, and internet access; additional details regarding square footage, amenities, and nearby activities are unavailable.
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